The Loop vacation rentals

We found 1,242 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 61 houses, 284 apartments, and other vacation rentals to find the perfect place for your stay in The Loop. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Frequently asked questions

What is the most popular type of vacation rental accommodation in The Loop?

Based on our research, apartments are the most in-demand type of vacation rental in The Loop. But naturally, everyone's idea of an awesome stay can differ. Vrbo has vacation rentals in a variety of shapes and sizes, so you're sure to discover the perfect fit.

How much does it cost to rent a vacation rental in The Loop?

Several factors influence what you'll pay for your vacation rental in The Loop, including the season, length of stay and type of property. Still, all our vacation homes have one thing in common — exceptional value. Just add your travel dates to find your ideal match.

How much does it cost to rent a beach house in The Loop?

Prices for beach houses in The Loop will vary depending on the size and type of the property and when you're traveling. Just enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use our filters to narrow your search by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in The Loop?

With 206 properties that welcome pets, your furry friend can join in the fun on your The Loop vacation. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.

Can I rent a house with a pool in The Loop?

Pack your swimming gear and goggles, because there are 86 houses with a private pool in The Loop. Stay at one of these popular vacation rentals and every day can be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find a place to make a splash!

What are popular rental amenities in The Loop?

The most popular rental amenities people are looking for in The Loop are a barbecue grill, a lake view and a garden. Whether you're taking a trip with friends, family or even pets, Vrbo vacation properties come with the best amenities for hanging out with the people you cherish the most.

Are there large group vacation rentals in The Loop?

The Loop has three vacation homes that can cater to 10 or more people. These properties come with the space you need to share good times with family and friends.

Are there vacation rentals in The Loop that welcome kids?

Gather your whole family for a fun-packed adventure in The Loop at one of our 206 family-friendly properties. These stays feature conveniences that are ideal for getaways with the little ones, like laundry facilities, multiple bedrooms and outdoor spaces. Simply click on the "Properties good for families" filter box and pick your favorite.

What are the top attractions for families in The Loop?

Keep the kids busy at these popular family-friendly attractions in The Loop:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom vacation rentals in The Loop?

Yes, The Loop has 112 one-bedroom rentals available. Often located in sought-after areas because of their compact size, a one-bedroom rental is great if you're traveling with your partner or a friend. And with comforts such as air conditioning and more privacy than a standard hotel, you'll be able to chill out while enjoying this amazing destination.

Can I find two-bedroom vacation rentals in The Loop?

The Loop has 41 two-bedroom properties for you to pick from. Experience a vacation home with all the comfort and space you're looking for at a price that's hard to resist on Vrbo.

Are there vacation rentals with WiFi in The Loop?

The Loop has 18 vacation rentals with WiFi, so you can stay connected while you're on vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to checking emails, these Vrbo homes make it a breeze to get online.

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